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Showing NP-Card for Calystegine C1 (NP0046150)

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Record Information
Version2.0
Created at2022-03-17 19:49:17 UTC
Updated at2022-03-17 19:49:17 UTC
NP-MRD IDNP0046150
Secondary Accession NumbersNone
Natural Product Identification
Common NameCalystegine C1
DescriptionCalystegine C1 belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]Octane. Calystegine C1 is a very strong basic compound (based on its pKa). Outside of the human body, Calystegine C1 has been detected, but not quantified in, several different foods, such as coffee and coffee products, fruits, herbs and spices, and tea. Calystegine C1 is found in Argyreia hookeri Clarke, Brunfelsia nitida, Duboisia leichhardtii, Duboisia leichhardtii F.Muell, Ipomoea batatus , Ipomoea carnea , Ipomoea obscura Ker. , Ipomoea violacea, Lycium chinense , Morus alba , Scopolia japonica , Withania frutescens and Withania somnifera . This could make calystegine C1 a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0046150 (Calystegine C1)


  Mrv0541 05061309072D          

 13 14  0  0  0  0            999 V2000
    0.1143   -1.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7068   -1.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0129   -0.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9000   -0.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0319   -1.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5389   -0.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6109   -0.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5562   -0.0332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9481   -2.0655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6733   -0.2038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6830   -1.8047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5907    0.0256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2154   -0.6352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  7  6  1  0  0  0  0
  8  3  1  0  0  0  0
  8  7  1  0  0  0  0
  9  2  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
M  END
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3D MOL for NP0046150 (Calystegine C1)

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3D SDF for NP0046150 (Calystegine C1)

  Mrv0541 05061309072D          

 13 14  0  0  0  0            999 V2000
    0.1143   -1.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7068   -1.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0129   -0.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9000   -0.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0319   -1.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5389   -0.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6109   -0.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5562   -0.0332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9481   -2.0655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6733   -0.2038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6830   -1.8047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5907    0.0256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2154   -0.6352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  7  6  1  0  0  0  0
  8  3  1  0  0  0  0
  8  7  1  0  0  0  0
  9  2  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046150

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1CC2(O)NC1C(O)C(O)C2O

> <INCHI_IDENTIFIER>
InChI=1S/C7H13NO5/c9-2-1-7(13)6(12)5(11)4(10)3(2)8-7/h2-6,8-13H,1H2

> <INCHI_KEY>
GGOJRYWHKVYFQK-UHFFFAOYSA-N

> <FORMULA>
C7H13NO5

> <MOLECULAR_WEIGHT>
191.1818

> <EXACT_MASS>
191.079372531

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
17.189082913803613

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-azabicyclo[3.2.1]octane-1,2,3,4,6-pentol

> <ALOGPS_LOGP>
-2.28

> <JCHEM_LOGP>
-2.8571149069999997

> <ALOGPS_LOGS>
0.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.012332754598756

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.074419668656592

> <JCHEM_PKA_STRONGEST_BASIC>
7.923207715514753

> <JCHEM_POLAR_SURFACE_AREA>
113.18

> <JCHEM_REFRACTIVITY>
39.86489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.37e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-azabicyclo[3.2.1]octane-1,2,3,4,6-pentol

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0046150 (Calystegine C1)
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PDB for NP0046150 (Calystegine C1)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.213  -2.929   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.319  -2.257   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.891  -0.993   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.547  -0.966   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.793  -2.423   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.873  -1.659   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.140  -1.659   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.038  -0.062   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0       1.770  -3.856   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       4.990  -0.380   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       5.008  -3.369   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.969   0.048   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.402  -1.186   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    7   12                                                  
CONECT    7    1    6    8   13                                             
CONECT    8    3    7                                                       
CONECT    9    2                                                            
CONECT   10    4                                                            
CONECT   11    5                                                            
CONECT   12    6                                                            
CONECT   13    7                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

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3D PDB for NP0046150 (Calystegine C1)
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SMILES for NP0046150 (Calystegine C1)
OC1CC2(O)NC1C(O)C(O)C2O
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INCHI for NP0046150 (Calystegine C1)
InChI=1S/C7H13NO5/c9-2-1-7(13)6(12)5(11)4(10)3(2)8-7/h2-6,8-13H,1H2
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Synonyms
ValueSource
Calystegine C1MeSH
Chemical FormulaC7H13NO5
Average Mass191.1818 Da
Monoisotopic Mass191.07937 Da
IUPAC Name8-azabicyclo[3.2.1]octane-1,2,3,4,6-pentol
Traditional Name8-azabicyclo[3.2.1]octane-1,2,3,4,6-pentol
CAS Registry Number156705-04-3
SMILES
OC1CC2(O)NC1C(O)C(O)C2O
InChI Identifier
InChI=1S/C7H13NO5/c9-2-1-7(13)6(12)5(11)4(10)3(2)8-7/h2-6,8-13H,1H2
InChI KeyGGOJRYWHKVYFQK-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Argyreia hookeri ClarkePlant
Brunfelsia nitidaPlant
Coffea arabica L.FooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Coffea canephoraFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Duboisia leichhardtiiPlant
Duboisia leichhardtii F.MuellPlant
Ipomoea batatusPlant
Ipomoea carneaPlant
Ipomoea obscura Ker.Plant
Ipomoea violaceaPlant
Lycium chinensePlant
Morus albaPlant
Scopolia japonicaPlant
Withania frutescensPlant
Withania somniferaPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]Octane.
KingdomOrganic compounds  
Super ClassAlkaloids and derivatives  
ClassTropane alkaloids  
Sub ClassNot Available
Direct ParentTropane alkaloids  
Alternative Parents
Substituents
  • Tropane alkaloid
    • 

  • Piperidine
    • 

  • Cyclic alcohol
    • 

  • Pyrrolidine
    • 

  • Hemiaminal
    • 

  • Secondary alcohol
    • 

  • Alkanolamine
    • 

  • Secondary aliphatic amine
    • 

  • Polyol
    • 

  • Azacycle
    • 

  • Secondary amine
    • 

  • Organoheterocyclic compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Amine
    • 

  • Organic nitrogen compound
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2.3ALOGPS
logP-2.9ChemAxon
logS0.64ALOGPS
pKa (Strongest Acidic)12.07ChemAxon
pKa (Strongest Basic)7.92ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area113.18 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity39.86 m³·mol⁻¹ChemAxon
Polarizability17.19 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0031346  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003410  
KNApSAcK IDNot Available
Chemspider ID3076655  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3851514  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available